Date: Wed, 12 Jul 2006 10:09:40 -0500
From: Amber Fountaine
Subject: "Maggie May" Chap. 1 & 2
Amber Fountaine stories contain sexually explicit descriptions of consensual
sexual activity and are not suitable for reading by anyone under the age of
18
or anyone offended by reading such material. These acts include gay and
bisexual activity as well as water sports, diapers, cross-dressing and other
fetishes and perversions that may please the author's whims. The characters
in these stories are fictional, but are based on the author's true
experiences, as well as the experiences of others he has met.
Maggie May
(TV, Bisexual, Urination)
by Amber Fountaine
Margaret May Collins, nee Maggie May Krukowski, had a gentle side. Few if
any got to see it. At forty-two, she was well on her way to becoming a
hard-nosed businesswoman who expected, and usually got, what she wanted. She
probably deserved some of the nicknames like "Dragon Lady," but not one of
the more popular, "The Black Widow."
While her ex-husband had disappeared, he hadn't been done in by the black
widow as was rumored. Anyone with the courage to ask would have found out
his disappearance had coincided with his secretary's equally abrupt
departure and in fact, the two were very much alive and living quite well,
enjoying their life together on the West coast.
A good part of Margaret's stern behavior was the result of an unhappy
childhood, her Catholic schooling, and the defense she used with regard to
men. She was an extremely attractive woman, but any man foolish enough to
tell her that would be rewarded with a look so cold that even the most
ardent suitor would turn tail and run. Her physical needs, where it came to
sex, were met by a combination of toys and travel. She had a large supply of
phallic devices of various sizes, shapes and styles, some battery powered,
others simply manually operated, and all the toys in her collection were
used regularly. In addition, she made what she described to her employees as
'business trips' that were actually mini-vacations.
Depending on her needs at the time, those trips might be for a day or two
or several days and varied from a hundred miles to traveling completely
across the country. What she was actually doing during those trips was
sating herself with sex, usually men - sometimes more than one at a time -
and occasionally women as well. If traveling by plane, it wasn't unusual for
her to land with her first fuck in tow, and a few times, she'd had sex in an
aircraft lavatory. She particularly liked to find men on those flights that
lived in the destination city and who could provide her with some equally
horny friends. It saved a lot of time and bar trolling. The very few people
that had known her for all her life would have been amazed to know the truth
about her sex life.
Compared to the beautiful woman she became, Maggie May Krukowski as a teen
would best have been described as plain, bordering on homely. She'd started
high school still wearing a training bra. She'd finished high school without
one. Only two people knew that Margaret May Krukowski, class valedictorian,
was totally naked beneath her graduation gown and that her nakedness was
part of the reason for the rare smile on her face during her commencement
address.
The other part of the reason behind her wicked grin had been that in a very
short time she would be loosing her virginity to the same boy that had
moments earlier sprayed her tits with his cum. She swore to her few close
friends in later years that she could smell the heady aroma of cum as she
spoke.
Maggie May was the youngest of five Krukowski children. The oldest was
Alton Jr., then Mary, Richard, Pamela and Margaret. In relation to her age,
they were ten, eight, six, and four years her senior. She'd grown up
detesting the 'Maggie May' nickname everyone in the family except her father
had used. Her father, from her earliest memories to his dying day had called
her 'Margaret' or 'Princess' and for that, if no other reason, she'd loved
him dearly.
By the time Maggie had entered puberty, her two oldest siblings were gone
from home and her sister Pam had been the one to introduce her to female
masturbation, girl-girl sex, and had put her wise to the often-strange
sexual habits of the male species. When Maggie was old enough to date, none
of the boys wanted to be seen with her. By the time she'd blossomed and they
were vying for her attention, she didn't want anything to do with them.
It had been generally assumed that Maggie was a lesbian. That was caused in
part by Maggie's fumbling advances toward another girl not long after Pam
had shown her what fun two girls could have together. Maggie had tried to
share her new knowledge with a girl she considered her best friend and the
girl, instead of jumping in bed with Maggie, had gone to their mutual
friends, telling everyone that Maggie had tried to seduce her.
As a result of that fiasco, and her early attitude toward boys, Maggie had
gone through almost all of her high school years without a date. The most
shocked student in the whole school had been Billy Wilson, the boy she'd
barely beat out for valedictorian, when she'd walked up to him two weeks
prior to graduation and told him, "You are going to be my date for
graduation night."
Billy had asked her out a couple of times, but like the rest of the boys
that asked, had always been rejected. So he was very surprised by her
suddenly deciding to go out with him. He might have been much more shocked
had he known the reason for his selection and her plans for the evening.
"Why do y'all call him 'Wee Willy Wilson'?" Maggie had asked some of the
girls who had been joking about him during pep squad late in her senior
year. That drew cackles from the girls and Maggie had persisted.
"For the class genius, you sure are dumb," one of the girls opined. "It's
like the same way they call bald men 'Curly' and big guys 'Tiny'. Now do you
get it? Wee Willy . . . . . think about it. He's got like three legs."
It had taken her a moment to realize that 'Willy' was yet another nickname
for the male sex organ. "Is he really that big"? she'd asked, trying to
picture in her mind a penis of leg sized proportion. She'd only seen two in
her entire life - her brother Richard's and her latest brother-in-law Tom.
Again the girls had their fit of laughter at her expense. "No dope. No guy
is really that big. But his sister Betty says he's bigger than any guy she's
seen and she's fucked half the guys in school." Then another of the girls
had added, "And he ought to be just your type. Betty says he likes to dress
up like a girl and is always stealing her clothes and he dated Joann for a
while and Joann says he has a great tongue."
It had been meant as yet another reference to her being lesbian, but the
remark had instead given Maggie the beginning of a clearly defined plan.
She'd seen her brother Richard go through a period of time when he would
take some of Pam's lingerie from the bathroom clothes hamper and put them on
to masturbate. She'd caught him at it and in exchange for her silence; he'd
had to agree to dress in panties, bras, slips or nighties, and jack-off for
her entertainment. She wouldn't get naked as he often requested, but
numerous times had bared her budding breasts as a target for him to shoot
his cum. Then Pam had caught them both and put an end to all that.
So when the girls had let it out about Billy Wilson liking to dress up,
Maggie had been interested and not for the reasons the girls would have
expected. She'd seen the way that Richard's cock would tent the front of
Pam's panties and could only imagine what Billy's might do to hers.
Beginning that moment, she began to imagine it several times a day and at
night in bed.
The night of graduation, Billy had picked her up and the two had driven
around for several minutes waiting for Maggie's parents to leave for the
commencement ceremony. As soon as the house had been empty, Maggie had drug
the unsuspecting boy inside and told him her plan. She'd stripped naked, had
him do the same, and paused to admire his cock. She didn't seem to think it
was all that much bigger than the two she'd seen, but she'd never had the
nerve to touch one and couldn't resist. She might even have put it in her
mouth if her touch hadn't been more than poor Billy could handle.
She never flinched as his erection suddenly squirted out ribbons of cum,
most of which coated her bare body from the chin down. Then she dressed him
in her panties, bra, garters, hose and slip, ignoring both his questions and
protests. She had allowed him to keep his shoes and socks and with the floor
length gown in place, no one would be able to tell that Billy was wearing
lingerie.
Then, not bothering to clean herself off, still wearing nothing but his
discharge under her graduation gown, she put on a pair of flat shoes,
grabbed some casual clothes for later, and hustled him off to the ceremony,
promising him her pussy as his prize for participating in her plan. She was
sure he'd be able to get hard again.
Whatever else her faults might have been, Maggie always made good on her
promises. Not long after the ceremony was over, the two young lovers had
locked themselves in a bedroom at a friend's graduation party and
consummated their deal. Fucking, Maggie decided that night, was WAY better
than any masturbation trick she'd learned so far and she'd tried a bunch.
And Billy, as advertised, really did know how to use his tongue. He'd had
her climbing the wall and very, very ready before slipping on a rubber and
slipping himself inside her wet and willing vagina. And when he'd finished,
she showed her first signs of the type of woman that someday she would
become. She'd made Billy swallow the contents of his used rubber.
Maggie saw Billy several more times that summer and each time a scene
similar to their first encounter had been repeated. Usually in Maggie's
bedroom while her folks were at work, Maggie would dress Billy in lingerie
and use him as her lesbian lover until she desperately needed to fuck. Then
she'd have him mount her, urging him repeatedly not to cum too quick and
when he'd finished and pulled out, she would remove his rubber, lick his
cock clean, and drain the cum from his used rubber into his mouth. She could
tell that Billy was no stranger to the taste of cum, but never thought to
ask if he'd tried anyone else's besides his own.
Toward the end of the summer, Billy had given up on the idea of college and
joined the Navy and Maggie had enrolled at Mid-State University with the
intention of studying nursing. Almost immediately after moving into her dorm
room, Maggie had gone to the campus clinic and had been one of the first new
freshman coeds to get a prescription for birth control. For the next two
years, she had enjoyed numerous bed partners, both male and female. After a
few letters and postcards, she had lost touch with Billy Wilson.
Then, just before her twenty-first birthday, Maggie did several stupid
things. She'd heard that problems always arrive in groups of three and she
gave evidence to that theory. First she forgot to take her pills and got
pregnant. Then she had an abortion that resulted in some serious problems.
And no sooner was she over that and back on her feet, then she fell in love
with a self-styled ladies man named Cory Collins and dropped out of school
to marry him.
Coming from a large family, Maggie wanted to start a family of her own.
Maggie's parents were usually quiet on the subject, but were beginning to
show signs of being very upset that none of Maggie's older brothers and
sisters had provided the aging Krukowski's with a much-wanted grandchild.
While birth control was never discussed in the Krukowski's strict Catholic
household, Maggie's parents were beginning to suspect their older children
of that unspeakable sin. There didn't seem to be any other explanation for
the lack of conception in what appeared to be four otherwise happy
marriages.
Maggie, ever the one to try to please, had offered to try her best, getting
smiles from her happy, but blushing parents.
After several years of marriage, so much connubial bliss that one evening,
during their energetic coupling, a bed had been broken, and still no
positive results to show from their efforts, the happy couple had sought
medical help. She learned from a very thorough medical exam that the
abortion had resulted in scar tissue and other complications that would
pretty much guarantee she'd never bear a child.
Suddenly all the words of the nuns at what she referred to as the 'Sisters
of Perpetual Guilt' came flooding back, "Sex without marriage is a sin!"
"Sex is for procreation and not recreation!" "The seed of life grows only in
the womb of the Holy!" Etc., etc., ad infinitum. She couldn't count the laps
around the beads she'd had to do after revealing her 'impure' thoughts in
confession.
From the very active sex life she'd led for the previous ten years, Maggie
then turned 180 degrees in the other direction. Suddenly she couldn't stand
for Cory to touch her and the sight of his rampant, ever-ready erection,
which she perceived as the 'root' of all evil disgusted her. Unexpectedly
cut off, not surprisingly Cory found the answer to his sexual needs outside
the home. When he had finally asked her for and had been denied a divorce,
he told her, "No problem." Two weeks later, taking only a few of his clothes
and less than half the money in the bank, he was gone.
At almost the identical time, Maggie's mom was diagnosed with the late
stages of terminal cancer. Maggie's older siblings were scattered across the
country and weren't in a position to help. Maggie moved back home to try to
lend a hand. Unfortunately, there was nothing anyone could do but accept the
inevitable. Maggie's mom was gone almost before Maggie got her bags
unpacked. And when her mom died, so did her dad, at least inside. It had
been as if his spirit had left with hers. Her dad almost turned into the
baby that Maggie had tried so hard to have for all those years and in some
ways, she found that both ironic and pleasant. In the few short years it
took him to finally fade away, she watched him become almost as dependant as
a newborn. It also made her realize how difficult it could be to find home
health care products in a small town like Millburg.
She started into her business almost by accident and more on the order of a
co-op. She normally drove her dad's Buick around Millburg when she had small
errands to run, but still had the Chevy Suburban from her marriage to Cory.
She'd known of a couple of other families with invalids like her dad and
offered to make a weekly, seventy-five mile run to the next major city to
buy cases of diapers, bed pads, or whatever else they might need. Word
spread and soon she had several calls a week - some from people she'd never
heard of - and they all were offering to at least let them help with her
gasoline costs.
Over the course of a few weeks, she figured out what products were most
needed and not kept in local stores. Within a few months, her dad's garage
had begun to resemble a medical supply house.
Then a check with the local Chamber of Commerce - virtually a one-man
operation in a town the size of Millburg - had revealed that while the town
was growing very slowly, the average age of the city's residents was
climbing rapidly. The last census had shown a 4% growth in population and a
12% jump in average age. Further checking by way of the Internet had
divulged that there were many, many small towns across the country in a
similar situation. Using some money from her dad, some of her own, and some
that she'd managed to beg from the bank, she started the first of her mail
order businesses.
She picked one or two towns at a time - towns like Millburg that were big
enough to have a weekly newspaper and not much else - took out a
year-around, small display ad for "Discount Medical Supplies" and offered a
free catalog. All the envelope stuffing, addressing, and postage licking,
she did herself.
Her business compounded itself faster than interest. It took two years to
reach $50,000 in sales. It took another eighteen months, to reach $100,000
and only a year after that, after putting on two subsidiary companies,
they'd sold an additional $200,000 in six months. Maggie knew she was doing
good when the bank started calling her to see if she needed more money for
expansion or inventory.
It was right after her dad died, and she didn't have to split her time
between work and taking care of him, that she began making her 'business'
trips. A couple of years after that, her business seemed to peak at just
under a million in gross sales a year. That's when she noticed that so many
of her fellow aircraft passengers were traveling business people using
laptop computers to promote their businesses.
That sparked another idea. She needed a website to reach all the people in
towns that were too small to target for a catalog ad and those that lived
nowhere close to a town. A farmer in the sticks, she determined, was just as
apt to eventually need invalid care items as someone in the city.
And she was sure her two subsidiary companies, with their unique interests,
could use sites of their own. By looking at the items ordered, she'd learned
to distinguish which of her customers might have interests that went beyond
a medical need and had correctly thought there might be a need for someone
to answer that unique segment of the market. She was certain that using a
website would greatly expand her exposure to that distinctive market.
Maggie had enough computer savvy to have set her company up right from the
beginning with computerized inventories, ordering, shipping, payroll, etc.
But she was clueless when it came to setting up a website. She knew how to
use the web, but nothing about how to get on the web.
So using a search engine to find 'Web Site Designers' in her ZIP code area,
she found two. Of the two, she picked the one that had a company name
similar to her own. For her parent company, she'd used the name, "MM
Medical" and the website design company she picked was "WWWebsites. Their
website was very professionally done and after clicking on the request for
information, waited to be contacted.
She never expected that the person to contact her would be "Wee Willy
Wilson." And William 'Bill' Wilson certainly didn't expect Margaret Collins,
the owner of "MM Medical," to turn out to be his old flame, Maggie
Krukowski. After the shock had worn off and each had gotten their polite,
"Good to see you" and "How have you been" out of the way, they seemed to try
to outdo the other in their professionalism. An hour later, Bill departed
with a deposit check in his pocket and a courteous handshake.
On his second visit the following week, Bill had her website home page up
and running and was ready to begin putting in the catalog of items
available. He explained the least expensive way would be for him to train
her, or one of her employees, on how to add and set up the catalog pages;
that for him to sit in her office doing it for her at his regular hourly
rate would add greatly to the costs and be more than she might have
expected. She smiled and told him that 'doing it in her office was fine' and
seemed to enjoy seeing him blush.
At home that night, while digging out her 'toys', she tried to tell herself
that she'd told him to, "do it in her office," to impress him with her
ability to pay his rates and the fact that he'd nearly choked, blushing at
her choice of words and the way she'd emphasized her expression had nothing
to do with it. She also tried to tell herself that she didn't really care if
he was impressed or not and that having him in her office for most of the
day, working side-by-side with him, had nothing at all to do with her
Freudian slip and that the reason her panties were so wet was because she
hadn't taken a trip in a while. And it was probably pure coincidence that
she selected a dildo from her collection that just happened to be the same
size as she remembered Bill's cock had been those many years ago. Maggie had
gotten very good at denial.
But try as she may, she couldn't think of a single excuse for why she
whimpered Bill's name when she orgasmed.
The fact that he could just as easily do the work from his office as hers
wasn't lost on her either. The second day they'd had lunch together and
that's when they got into more personal reflections on each other's lives.
She learned he had gotten started on computers in the Navy and had stayed in
for ten years before getting out to join a computer software manufacturer.
He'd spent almost another ten years with that company before starting off on
his own. They laughed over the fact that they'd probably both been at the
courthouse on the same day to file an assumed name for their respective
companies.
They were both in a much lighter mood when they returned to her office and
it didn't take long for Margaret's staff to notice and the eyebrows to start
going up. Especially when Bill kept calling her Maggie, something none of
her employees would have dared to do.
It was their third day together, a Thursday, when Bill, and Margaret - who
still served as the company buyer and sales manager - began working on the
pages for the personal hygiene items. The walkers and wheelchairs and oxygen
equipment had all been so clinical, as had bedpans and dressings and things
of that nature. It was when Bill got to the adult diapers, plastic pants and
related items that he seemed to get flustered and nervous and Maggie noticed
it.
"What's the matter Bill? You look like you've got a problem. Do those
diapers come in too many sizes, brands and styles?" she teased.
"Uh no," he stammered. "There aren't that many price breaks. Just a matter
of getting it in there right."
"Some people are surprised to find that those products even exist," she
continued, watching him closely. "I know I was. My dad was in diapers day
and night for the last few years he was alive. That's what got me started in
this business. I can honestly say that my business began in wet diapers."
Then she acted apologetic but continued to tease him. "Oh I'm sorry. I'm
embarrassing you. You must have an incontinence problem. It must be rude of
me to talk about diapers and such when you can't help it if you wee-wee in
your panties." She'd been trying to find a way to bring up his former
fascination of lingerie. She wanted to see if he still had that interest and
it looked as if she'd scored a direct hit.
Bill began to turn to look at her, his mouth opening slightly as if he was
going to speak and then stopped. It was enough of a move though, that she
could see he was blushing heavily. She knew he wanted to make some sort of
denial, but somehow couldn't. She loved having a man at a disadvantage and
pursued it. "I told you I have two other subsidiary companies that I'm
thinking about having you do web sites for too - after we get done with
this."
She walked over to a filing cabinet and returned. " Look at these two
catalogs and tell me what you think." She handed him the two, smaller
catalogs from each of her subsidiary companies. Then she went behind her
desk where she could watch with amusement as he literally dissolved.
The top catalog was for sexy lingerie and adult sexual toys. He turned a
darker shade of red paging through that one, but she'd told him to look at
it so he had to at least pause at some of the pages. Then he got to the
catalog for 'ABy-Baby World' and poor Bill turned purple. Maybe it was the
lighting, but she swore she could almost see tears in his eyes.
"I thought you might enjoy the lingerie catalog," she told him softly,
letting him know that she hadn't forgotten how much fun they'd had when she
dressed him in her things. "You'd be amazed at how many business
professionals like yourself order things from it. In fact, I was planning to
offer you a discount if you're still into that. But it looks to me like it's
the Adult Baby things that thrill you the most now. Am I right?" She found
herself willing him to answer 'yes'.
Bill wouldn't even turn to speak to her, as if playing possum would make
her go away. Unfortunately for Bill, his silence gave her time to suddenly
think of another, more discreet way of getting an answer.
To throw him off and make him more at ease, she told him, "Oh well, if
you're not going to talk to me, I might as well get to work." Since Bill was
busy at the computer on the side desk in her office, she went to the
computer on her secretary's desk and pulled up, by ZIP code, the mailing
lists for both of the subsidiary catalogs. There was only one ZIP code for
the entire county around Millburg and she quickly found what she was looking
for.
There was a 'Ms. Billi Sue Walters' who received both the 'Nice & Naughty'
and the 'ABy-Baby World' catalogs at the same PO Box number that was on
Bill's business card. Coincidence? She thought not. Then she clicked on the
customer number to have the computer check for purchases. If a catalog
recipient didn't make a purchase after three catalogs, the computer
automatically deleted their name. Either Ms. Billi Sue was a new subscriber,
or . . . . a customer.
Sure enough, Billi Sue had been a customer as well, having ordered at least
once from each catalog. After making a mental note, impressed with a few of
the items he'd bought, she returned to her office to find Bill working
diligently as if nothing had happened. The two catalogs had been set to one
side, as if the subject had been dismissed, so she picked them up, opening
each to a particular page.
Bill was doing his best to pretend he wasn't watching her every move. He
wasn't sure what she had in mind but had an ominous feeling nonetheless.
There was a strange tightness between his shoulder blades unlike any he'd
ever felt before. When she pulled up a chair and sat shoulder to shoulder
next to him, he knew his time was near.
She leaned into him so that their shoulders were touching and held one of
the catalogs up in front of him so that he couldn't ignore it. "I think
you'd look cute in this nightie," she whispered, pointing to a black baby
doll she knew he'd ordered, "But I'd get it for you in pink or yellow. You
could wear it with some matching panties and bras. Wouldn't that look cute?
Or better yet," she said, switching to the other catalog, "Under your pretty
nightie, you could wear these cute little ruffled plastic panties over some
super-thick pre-formed diapers. People that buy these diapers brag about how
many times they can wet them before they have to change and the plastic
panties are guaranteed to be leak-proof." Billi Sue had ordered three of
each and she waited for him to comment.
But again Bill didn't say a word, trying hard to continue working as if she
wasn't there and the conversation wasn't happening. He had his fingers
poised at the computer keyboard but they weren't moving - shaking maybe, but
not hitting any of the keys. It was his trembling body and the look of panic
on poor Bill's face that spoke volumes to her. Grinning at her success, she
reached behind her to get a business card off her desk and scribbled her
home address on the back.
"Billi Sue's secret is safe with me," she told him, passing him the card.
"I wouldn't stay in this business long if I started divulging any of that
sort of information. As I'm sure you know, it says right on the order blank
that "Complete Discretion is Assured." But I would really like to see, 'Ms.
Billi Sue Walters', in person at my house tonight as soon as possible after
work. Like seven o'clock sharp."
While her voice and tone had been harsh and demanding, Bill turned to see
that her eyes were soft and drawing him in. There was absolutely no sense in
denying anything. If she had the 'Billi Sue Walters' name, she already knew
way more information than he wanted her or anyone else in the local area to
have. "Yes ma'am," he told her, no longer sounding like a computer-whiz
businessman, but more like the bedwetting teen-age girl he liked to pretend
to be as soon as he got off work for the day.
Then she remembered that his purchases had included bras and it suddenly
made sense that he'd never taken off his coat at lunch or at any time in her
office since they'd been working together. She deftly snaked her hand inside
his sport coat and it didn't take but a moment to confirm that he was
wearing a bra under his dress-shirt. "You wearing panties or diapers today?"
she asked, and he told her softly that he was wearing panties. "I remember
you liked that a lot," she said as she let her hand drop to his crotch.
There was a bulge there but not a diaper bulge. "He may be scared shitless,
she thought, "but this stuff still turns him on and I know just how to use
him again."
"Where did the interest in diapers come from?" she asked, then suddenly
changed her train of thought. "Never mind. Finish what you're doing. But I
want you to wear diapers under your dress and tell me all about it tonight."
Then she thought to ask, "Do you have a boyfriend or girlfriend that's
expecting you?"
When he shook his head, she told him, "Good. I'll have my housekeeper fix
us some dinner. Be sure to dress up real pretty for me and I'll have a nice
surprise for you."
Before he could say anything else, as if there was anything he could
possible say, she was gone for the day. He tried to work 'til five, but it's
difficult to use a computer when your hands are trembling as badly as Bill's
were at that moment.
2.
Billi Sue pulled up to the address he'd been given, shut off the engine and
looked at the house. It was mid- summer and the sun was still well above the
horizon at 6:45. He was a few minutes early and it gave him time to gather
his nerves as he sat in his car, looking at the house. For some reason he'd
expected her house would be something other than what he was looking at.
Maggie seemed the type to be in an older home with a well-aged landscape.
Instead it was a newer house, away from town and somewhat secluded. It was a
house almost identical to his own and he double-checked the address he'd
been given to be sure he hadn't gotten it wrong.
Not that he really expected it to look like Count Dracula's castle from out
at the curb. But for that matter, it was a large house for someone that
lived alone except for a housekeeper. Yet so was his and he didn't have a
housekeeper; unless you counted his alter ego. He always dressed as Billi
Sue to do housework. Each of his three bedrooms was dedicated to a different
purpose, and used depending on the mood he was in. So there was no reason
she couldn't have a dungeon hidden in there someplace. From the way some of
Maggie's employees talked behind her back, it wouldn't have surprised him if
it did.
Just that day he'd heard her referred to by one employee or the other as,
"The HBIC", which he assumed meant 'head bitch in charge', "Wicked Witch of
the West", "Dragon Lady", and sort of generically as, "It". Instead of
referring to Maggie as 'she' or 'her', most everyone was in the habit of
saying something like, "Is 'it' back from lunch yet?" or, "I've got some
invoices for 'its' approval." He wasn't sure how many people she employed,
but there'd been at least six in and out of her office today and none of
them had referred to her as Maggie or Margaret, though they always addressed
her as, "Margaret" when they spoke to her.
Finally he had to get out of his little sports car and head for the door.
He decided to take his purse and leave the other bags in the car, at least
for the time being. After checking his hair and makeup one more time in the
mirror, he got out of the little sports car, smoothed down his skirt, threw
his shoulders back to accentuate his padded bra, and stepped around the car
to the sidewalk. Hearing his heels click on a concrete sidewalk always gave
Billi Sue a thrill and this time was no different.
He had no idea whatsoever how she would react to the way he was dressed,
but it was at her insistence that she was being visited by 'Billi Sue' and
not Bill. He remembered that when they'd had sex, back those nearly
twenty-five years in the past, that she liked him to dress completely in her
clothes, then would have them each slowly peel off layers until they were
both down to panties and hot as a forest fire. The big difference for this
evening was her insistence that he wear diapers under his feminine attire,
something Billi Sue did often, but never in the local area.
For all extents and purposes, Bill led two lives. Bill Wilson, with sandy
brown hair, drove an SUV to work every day. And the lady with the long blond
hair, Billi Sue, would take her Mazda Miata whenever she left the house.
Billi Sue was never seen in Bill's SUV and Bill never drove Billi Sue's
Miata. In a town of 7,000 people, it wouldn't take long for folks to figure
out that Bill and Billi Sue were indeed the same person. Like Maggie, Bill
lived out on the edge of town without any nearby neighbors and had been
getting away with his dual roles from the day he'd moved back home. While he
would have loved the attention his long blond wig would have gotten him had
he dressed as Billi Sue and rode around with the top down, he didn't want
that sort of attention from anyone in Millburg. Between his house and the
Interstate, he wore a scarf and kept the top up. But once out on the
highway, or in other towns, he courted that attention.
In fact, this trip to Maggie's house was the first time he had been out
anywhere at all to a local destination as Billi Sue. Normally, when Billi
Sue left the house in 'her' little sports car, it was to make a beeline to
the Interstate that ran between his house and the Millburg city limits and
then on to some destination in one of the larger nearby cities. He had a few
favorite bars and nightspots, some as close as thirty miles, but more often
as far as another hundred miles. That's when the diapers became a big help.
He'd usually have a couple of beers or glasses of wine at home while getting
ready and the diapers allowed him to make the trip without a stop. Besides,
he had a friend at one of his regular haunts that loved for Billi Sue to
show up in soggy diapers. Carol Ann loved to suck on Billi Sue's piss
flavored cock and Billi Sue loved the cock in Carol Ann's diaper just as
much.
Coming home, it was the same thing in reverse, even at night. He'd go
straight to his house from the Interstate, open the garage with the remote,
and pull inside before getting out of the car. So walking down Maggie's
sidewalk, even on the outskirts on the other side of Millburg, was a first.
Billi Sue was surprised to have a vivacious red head, half his age, open
the front door before his hand reached Maggie's doorbell. He'd expected
either Maggie herself or a Mexican maid, the standard area housekeeper, to
get the door. Instead, a stunning red headed woman had startled him.
"You must be Billi Sue," the freckle faced woman, wearing a short loose
dress, almost like a dashiki, told him when he didn't speak. "I'm Kathy.
Margaret is in back at the pool. Please join us and I'll bring the drinks."
Then she led him from the front door to a sliding glass door at the back of
the house, indicating he should go in that direction.
If he was surprised when he met Kathy, he was stunned when he saw Maggie.
She was wearing a pair of sunglasses, a smile, and absolutely nothing else.
She'd gained a few pounds in the last twenty some years, but every single
ounce of those pounds was in exactly the right place.
"Find everything okay?" Maggie asked, making no effort to cover herself.
Billi Sue looked at her in stunned silence for a moment, wondering exactly
how in hell to answer her question; more specifically, how she meant it.
Since he was obviously staring, he, guessed she was fishing for a
compliment.
"I'd have to say that it looks to me like I found everything absolutely
perfect," he finally answered in his soft, seductive, Billi Sue voice, as
his eyes continued to appraise the view. He moved to the table and chairs
near her chaise lounger and took a seat that would allow him to set his
purse down and converse with her without seeming to be staring. If her
nudity didn't bother her, he would try not to let it bother him. But he was
sure glad he wasn't wearing thin panties or there'd be a very noticeable
bulge in the front of his skirt right now.
"Did Mark Martin build your house?" he asked, looking for a subject that
wouldn't get him in trouble. When she nodded, he asked, using a sweep of his
hand to indicate the pool, "And Glenn's Pools?"
"Yes," she answered. "Right on both. How did you know?"
"Your floor plan seems to be almost a mirror image of mine. My garage is on
the right of the house and the bedrooms are on the left. You've got your
bedrooms on the right and the garage on the left. And my pool is a little
smaller and more off the bedroom, but it has exactly the same ladder, board,
and concrete and tile surface around it." Then he was out of conversational
material and glad when Kathy arrived with their drinks.
"You've met my housekeeper," Maggie said, more as a statement than a
question.
Billi Sue nodded and exchanged more polite smiles with Kathy, trying not to
get caught looking down the loose hanging top as Kathy set drinks on the
table. Then he watched in amusement as Kathy sat on the edge of Maggie's
chaise and the two ladies held hands and began chatting.
Billi Sue watched in amusement, thinking, 'If she's a housekeeper, I'm the
Queen of Sheba.' Enjoying the smooth, slush-like drink, he laughed to
himself. He had no idea where 'Sheba' was, but he was dressed as a 'queen'
and he found that amusing.
"You going in?" Maggie asked Kathy. "Just us girls here."
Kathy shot Billi Sue a glance and then nodded. "Might as well. I'm sure
I'll get my hair wet later anyway." Standing, she slipped out of the
shirt-dress and was every bit as naked under it as Billi Sue had suspected
when he'd followed her through the house a few minutes earlier. Then she
turned and dove in the pool, slipping effortlessly into the water in as
beautiful and graceful a dive as Billi Sue had ever seen.
"Wow," he said, putting a word to his thoughts.
"The girl or the dive?" Maggie asked, watching him watch her.
Turning to Maggie, he smiled and told her, "Both. That was quite a dive and
except for the hair color, she's almost your twin."
Maggie chuckled slightly. "Some people think she's my daughter and I hate
to admit I'm old enough to be her mom. But, no, like I told you over lunch,
I couldn't have any children. I met Kathy on a business trip last Christmas
and we've kept in touch. She's out of school for the summer, so I hired her
to be my housekeeper for a couple of months. And you're not the only one
impressed with her diving. She drives a hundred and fifty miles round trip,
three times a week, to practice at the nearest natatorium with an Olympic
platform. She's won just about every college level competition she's entered
and will be competing for a spot on next year's Olympic team."
"Wow, " he said again, beginning to sound like a mindless idiot, as he
watched her climb out of the pool, walk to the diving board, and complete
some sort of twisting, spinning, tumbling dive, again entering the water
with barely a splash. " What was that?" he asked, again turning to Maggie.
"Damned if I know. She told me one time and it sounded more like a drink
you'd order at a bar. She called it a 'one and a half something with a
twist' as I recall." Then Maggie finished her drink and handed him the
glass. "Be a sweetie and fill this for me would you please? There should be
a whole pitcher of this stuff in the fridge. And if you'd like to go for a
dip, you're welcome to go in like us or I've got an assortment of lady's
bathing suits in the cabana."
It suddenly occurred to Billi Sue that maybe Kathy wasn't aware of his real
gender, although as close as they seemed to be, it was unlikely that Maggie
hadn't told her. "What about Kathy?" he asked, wondering what part she might
be playing in whatever happened tonight.
"Not a problem. I told her what to expect and she's completely trustworthy.
So do whatever you like. But AFTER you bring me another drink," she
answered. "Actually, why don't you just bring the whole damn pitcher and
leave my glass here. You've got some catching up to do."
He assumed her plan was to give Kathy the night off and have Billi Sue do
the fetching and housekeeping in her place. That sounded like fun,
especially since he was being encouraged to drink on the job!
Billie Sue soon discovered that the catching up he was supposed to do was
only partly in the 'drinks consumed' department. Almost as soon as he was
back with the pitcher of whatever it was, and had quickly downed a second
one, Maggie began to press him for more details on his sexual fetishes. "How
did you get from dressing in dresses to diapers?" she wanted to know.
"Surely it's not something you learned in the Navy."
He took a deep breath, glanced from one woman to the other and decided to
begin in the beginning. "Well really, that's backwards," he started; trying
to think as both bare-breasted ladies joined him at the table. "I guess you
could say I went from liking to wear diapers, to dresses, and then back
again to doing both and it started in elementary school long before we moved
to Millburg."
Kathy had been standing off to one side, toweling herself. When she moved
to sit at the table across from him, Maggie got off the chaise and joined
her. He was caught in the 'headlights' of four beautiful tits and his mind
was turning to shit. He tried to gather his thoughts by looking down at the
tabletop only to discover it was clear glass and no help at all. Both women
had sat down with their legs spread, the cleft at the base of their pubic
hair tantalizingly visible. "Uhh. . . And as far as the Navy, not being able
to uhh . . . dress up was one of the main reasons I got out. Well that and
the bucks the software company offered me."
"Did you always want to be a girl?" Kathy asked. "I'm not trying to be
nosy. Margaret told me about when you were in school and about you wearing
her clothes and I've never known a guy that was into that."
Billi Sue was studying her face as she spoke and believed her sincerity.
"Sort of, off and on," he told her.
Then he launched into the story of his childhood and being jealous of the
attention his youngest sister got. "You probably don't remember Wendy. She
was a lot younger than us back then. I was just starting elementary school
when she was born. My mom and my two sisters seemed to stick together and
sort of shut me out and I guess that's where I got the idea that being a
girl would be better than being a boy. Especially if I could be a baby girl
like Wendy.
"My dad was gone a lot and that was before we moved here and there weren't
any boys my age to play with where we were living. So I was hanging around
the house a lot, either watching TV or my mom and Betty take care of Wendy.
For some reason, Wendy's wet diapers - not her poopy ones - fascinated me.
When my mom would take one of Wendy's wet diapers off, I'd steal it and take
it to my room, stuff it inside my underwear, and wet it some more. And I'd
take one of my older sister's nighties and wear that too and pretend I was a
baby girl."
He saw the two women exchanging glances and wondered what that was about.
He was sure he'd find out soon enough and went on. "Then my mom caught me
wetting one of Wendy's diapers and wearing Betty's nightie and she decided
to punish me by keeping me dressed like that. She knew that my Aunt and her
two kids were coming by to visit, but that was supposed to be part of the
punishment for trying to be a baby again. Her kids were boys a little older
than me and my cousins teased the shit out of me for wearing stuff like
that. But my Aunt thought I looked cute and told me I was too pretty to be a
boy.
"Anyway, that night my mom put some plastic under my bed sheet and told me
I was to stay in wet diapers all week and wouldn't even change my sheets.
The diapers would leak so bad they'd wet the bed every night, but she just
let the sheets dry and made me sleep in the stinky sheets again the next
night. She didn't make me poop in my diapers, but that was the only time I
got to take them off. She'd gotten some big plastic pants and a pile of
larger size baby diapers - maybe from my Aunt - and I think I went through
them twice before my dad was due home. She told me if I promised never to
wear my sister's diapers again, that she wouldn't tell my dad what I'd done.
So I promised and never did."
Billie Sue paused to think and finish his drink and Kathy asked him, "So
you didn't wear diapers again until when?" She was really into his story and
Maggie was watching them both, amused.
"The next week," he told her, resuming his story. "Somehow I'd gotten so
used to wetting those diapers all the time, that when the weekend came and
my dad was home, I wet the bed every damn night even though I wasn't trying
to. My mom figured it out the following week when she did the wash. She gave
me a spanking and told me she thought I was doing it on purpose. I cried and
told her I wasn't and she checked me and discovered I really was wetting
while I was asleep.
"Then I guess she felt guilty because she thought her punishment had
backfired and that she had been responsible for turning me back into a
bed-wetter. So it became our little secret. She got more of the big plastic
pants and larger size diapers and put it all in Wendy's room. She told Betty
that it was for Wendy to grow into, but Betty knew it was for me. Every
night when mom put a diaper on Wendy, she'd put one on me too and if my dad
was home, she'd sneak in my room just after I'd gone to bed and diaper me
then and . . . well . . . . I really got to liking it a lot.
"So if I woke up in the morning and my diaper wasn't wet, which was most of
the time, I'd pee in it before I took it off so my mom wouldn't stop putting
me in diapers. Then I tried peeing in my diaper before I went to bed and
that was even better. That way I could enjoy it for a while before bed and I
got to sleep in a wet diaper all night. And since it was easier to diaper me
if I was wearing a nightie instead of my PJ's, my mom gave me one of her
old, short, nightgowns and told me it was mine to keep until my wetting
problem stopped.
"I didn't want it to stop. I guess at first it was the attention I got from
my mom. But after a while it was the diapers. Even then, wearing a wet
diaper felt so good to me. I'd try to get my mom to diaper me as early as
possible in the evening. Then I learned how to do it myself and in the
mornings, if my dad was on the road, I loved to run around the house in my
wet diaper and nightie until my mom would make me change."
"How long did it take for you to stop?" Maggie wanted to know.
"Are you wet now?" Kathy asked with a grin, letting him know she was really
enjoying his tale.
He answered Kathy's question first by blushing, nodding at her, and saying,
"A little." Then he turned to Maggie. "Don't know exactly. I guess I was
about seven or eight when she caught me wetting Wendy's diapers and I was
nine - maybe even ten - when I stopped," he said.
"Why would you want to stop?" Kathy asked and the way she said it made it
sound to Billi Sue like she meant he was a fool for doing so.
"I don't know if there was any one big reason. My dad changed jobs about
then and was home more. I guess I was growing up and thought diapers were
too babyish. We'd moved here from Crain where I was born and I had new
friends. Tony Patton's folks bought a house near us and I had a guy to play
with. I know I hated the way my cousins teased me about it and I'd be going
to the same school they did. I was afraid they might start telling kids at
school. No one reason that I remember.
"What I do remember is that one night I told my mom I didn't want to do
that any more. She told me to put a diaper on anyway and that if I went a
whole week without wetting, I wouldn't have to wear diapers anymore and
she'd buy me the new bike I wanted. I couldn't really tell her that I didn't
need diapers, that I'd been wetting myself for fun for quite a while. She'd
have been pissed and I wouldn't have gotten the bike. So I just quit and
that was the end of it."
"So when did you get to start again?" Kathy wanted to know.
Billi Sue looked off like he was trying to remember an exact date or
something, but his mind was on something else entirely. The way Kathy had
asked, why he wanted to stop and when did he get to start again sounded like
he'd gone through some period of deprivation. He filled his glass from the
pitcher and made like he was looking at it. Instead he was looking at
Kathy's crotch through the clear glass tabletop. When he realized that Kathy
had a hand in her lap and had been playing with herself, he couldn't help
but stare. That called Maggie's attention to what was going on.
"Kathy? Could we control ourselves at least until he's finished?" Maggie
asked her.
"I'm sorry," she said, pulling her hand away from her pubic area. "I
thought you were pulling my leg about being turned on by a guy in woman's
clothes. But it's getting me turned on too. I can't wait until we get
started.
Billi Sue sensed that Kathy had probably, and inadvertently, given away
something and a glance at Maggie confirmed it. His mind raced as he thought
about what might be in store for him. Suddenly he couldn't remember if he'd
been asked a question or had been in the middle of explaining something and
if so, what he'd been talking about. It reminded him of his few experiences
smoking weed.
Maggie seemed to sense his dilemma. "When did you get back to wearing
diapers?"
"Oh, yeah. I guess that was right after I got out of the Navy and started
working in Silicon Valley," he told her. He didn't want to leave out any
pertinent details, but wanted to curtail this narration as soon as possible.
"I saw a story in a Men's magazine about guys that have unusual fetishes and
they even had the names and addresses of various organizations for guys into
cross-dressing and that liked to wear diapers and be big babies. I knew
about the cross-dressing clubs, but the diaper stuff was a surprise to me
and it got me thinking about it. Then one day a few weeks later, I saw some
adult diapers at a store and . . . sort of as a lark - not that I was
thinking about doing it again all the time or anything - more like just for
the hell of it, I bought them. But before long I was wearing diapers to bed
almost every weekend. And then it was two or three times a week and
sometimes all day and night on weekends - Friday night to Monday morning. So
then I joined one of the diaper groups and . . . . . I've been doing it
pretty regular ever since."
"And the nighties and panties and stuff?" Maggie asked.
Billi Sue smiled. "I guess you could say where that's concerned that I
never quit. I couldn't do it hardly at all when I was in the Navy, but I
still managed to wear lingerie whenever I went on leave. Maybe for a few
years when I quit diapers as a kid - around ten to twelve or so - I quit
wearing girl's clothes too. But I know by the time I got interested in sex,
I was dressing in Betty's clothes again. I nearly died when I found out that
my sister had told a bunch of you girls at school about me wearing her
clothes and I hoped that was all that she'd told y'all. So I was really
surprised when you told me that knowing I dressed up was why you wanted to
go out with me. I didn't believe it at first. I thought you were just
planning to make fun of me like my cousins. But when we used to get together
and . . .you know."
He paused, trying to be discreet and not embarrass Maggie and discovered he
was the only one embarrassed by the mention of their teenage trysts. So he
went on. "When we used to get together, you seemed to really like it for me
to wear your things. You dressed me like I was some sort of giant living
doll that you were playing with and I really thought that was the greatest.
I've met a few women since then that liked for me to do it, but not very
many and none of them wanted me to do it all the time. And I've read about
or talked to other guys that have tried to keep it a secret from their wives
or girlfriends and that's even worse."
"Would you like to do it all the time if you could?" Kathy asked.
"I do," he told her.
"No," Maggie interjected. "I think what she means is, would you like to
live full time as Billi Sue and not as Bill at all?"
"Oh. Well . . . . . no I don't think so. I have thought about it and did it
a few times for as much as a week or two while I was traveling where I had
to stay feminine the whole time. Most of my vacations I've taken as Billi
Sue. But for some reason I think living full-time as a woman would take some
of the fun out of it. One big mistake people make is thinking that all guys
that wear women's clothes are the same. They're not. Some guys are like me
that do it for relaxation or recreation. And other guys feel like they
should have been born women and they do want to do it full time and a lot of
them do." Then he paused again to try to put his feelings into words so that
they'd know he wasn't putting the feminine gender down in any way at all.
The women waited expectantly while he gathered his thoughts.
"My business is kind of unusual," he resumed. "I could do what I do just as
easily from home if I wanted and save the expense of the office I have
rented in the old Manor Building in town. But I do that to keep it separate.
And nine out of ten of my customers I never meet face to face. We connect by
email or phone and all of our business is done on the net and for the net.
So really it would be no problem at all for me to live as a woman full time
if I wanted. But then how would I relax?
"See, my business is not at all physically demanding. If I didn't like to
ride a bike and have a small gym built into one of my bedrooms, I wouldn't
get any physical exercise at all. But my work is mentally pretty rough
sometimes and that can be even worse. So when Bill gets done with a rough
day at the office, he goes home and becomes 'Billi Sue'. Bill has one
bedroom, there's a gym in another and Billi Sue has her own room with pretty
white furniture and a big canopy bed. Sometimes Billi Sue wants to be a
grown up lady and sometimes a bed-wetting teenager and sometimes acts like a
baby girl."
Maggie was nodding her head. "Makes sense to me," she told them.
Kathy agreed. "Yeah, I think I understand too. I know at school there are
times I get all stressed out from the tests and swim meets and my parents
and having to be so perfect for everyone and I just go off someplace where
no one knows me and become a slut for a few days."
They all chuckled at that and Billi Sue was the first to speak. "I don't
think that sort of therapy - or mine either - is ever going to be approved
in any medical journals. But hey, if it works, don't knock it." Then he
thought of something else and tried to look serious. "There's one question I
want to ask y'all." When he was sure he had their attention, he asked
Maggie, "What agency do you go to, to find a housekeeper like her?"
After the laughter had died down, Maggie got to her feet and took Kathy by
the hand. "I think Billi Sue would like to look at the 'maid's quarters',
don't you?"
Billi Sue, carrying the empty pitcher and glasses, followed the pair of
women and thought he'd never seen a more beautiful sight. There was
something so intensely erotic and picturesque as he watched the setting sun
highlight their perfect forms and thought, 'Two beautiful asses. Four
gorgeous ass cheeks. Wow! Just plan fuckin' Wow!" I have no idea where
they're leading me or what they have in mind. But I'm in. I don't care if
Maggie's turned into a full-blown lesbian and Kathy is too and I never get
to fuck either one. I'll be happy just to dress like this or any way they
want as long as I can be around them. I don't care if she does have a
dungeon. I'm ready for the rack.'
He carried the pitcher and glasses to the kitchen sink and rinsed them
without being told. Then he turned to see both naked women were smiling and
watching him, so he did a sort of little curtsey move that got them
laughing.
"There seems to be something you haven't mentioned," Maggie told him.
"About being a housemaid?" he quipped.
"No. But it's nice to know you're not a slob that expects to be waited on,"
Maggie told him. Then she went back to the subject on her mind. "What I'm
wondering about is 'men'. You mentioned reading about the diaper club you
joined in a men's magazine. I've tried advertising 'ABy-Baby World' in men's
magazines like 'Playboy' and 'Penthouse' and it didn't do much good. But the
ads I've put in men's magazines for men that are into men have done much
better. And unless my memory is failing, the code on your customer number
tells me that you answered an ad in a gay magazine."
Billi Sue was both blushing and speechless so Kathy jumped in.
"What she wants to know," Kathy asked giddily, "is if you're into guys only
and how many times have you sucked cock?" The pink slushy drinks seemed to
be affecting her more than anyone else.
"No to the first and a few to the second question," Billi Sue was finally
able to answer.
"A few as in five or six or a few as in a few hundred?" Maggie asked,
trying to narrow it down to something more specific.
Part of Billi Sue wanted to bolt for the front door but he knew he wouldn't
nor would he try to lie. Instead he stood proudly and told them, "Somewhere
in between. And if you're worried about disease, I don't do it that often, I
seldom ever let a guy fuck me, even with a condom, and I always get checked
a few weeks later.
"Now if you're asking how many different guys have I been with, it's just
under thirty. I actually sat down one night a few weeks ago to see if I
could remember them all. It just happened to be the thirtieth anniversary of
the first time I did anything with another boy and I came up with a total of
twenty-eight. And if you want to know how many times did I do each one? I
have no fuckin' idea. I'm sure it was as often as possible under the
circumstances," he said, getting another laugh for his honesty.
Then he started to enumerate. "Starting with Tony Patton, I'd guess we did
it a couple or three dozen times over two years. Then remember Jimmy Kramer
in High School? He and I got together at his house almost every day after
school for over a year or two and that could be more than a hundred easy
right there. And when I went in the Navy, I . . . ."
"Hold it!" Maggie said laughing. "I wanted something a little more specific
than 'a few' but not this much detail. We could be standing here all night
before you get done with the other twenty-six."
"Aw shit!" Kathy told them. "I was enjoying his 'blow-by-blow' account."
After they all stopped laughing at Kathy's play on words, Maggie told him,
"I'd love for you to resume your story later. Might be a lot of fun if
sometime I tried to remember each guy I've known. But let's show you the
house first and you can tell us all about your cock-sucking Navy days
later."
Then each of the women took him by a hand and led him toward the front of
the house.
To be continued. Comments appreciated: amber_fountaine@hotmail.com